Call us at (860) 909-8066 to learn more about active adult communities in Winsted
Winsted, CT 55+ active adult communities & homes for sale
74 communities near Winsted
148 homes near Winsted
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![Clockmaker's Hill]()
$100Ks
- $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
3 rating (2 reviews)
![Heritage Hills]()
$400Ks
- $700Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1975 - 2003
|
2,600 homes
3.6 rating (7 reviews)
![Heritage Village]()
$100Ks
- $400Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Rivington]()
$400Ks
- $1Ms
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4 rating (1 reviews)
![Jefferson Village]()
$300Ks
- $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
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No reviews yet
![Oronoque Village]()
$400Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
No reviews yet
![The Village at Oxford Gre...]()
$500Ks
- $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
No reviews yet
![Spring Lake Village]()
$200Ks
- $200Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
No reviews yet
![Regency at Prospect]()
$400Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
![The Retreat at Carmel]()
$300Ks
- $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet
![Meadow Brook Estates]()
$500Ks
- $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
No reviews yet
![The Summit at Bethel]()
$700Ks
- $800Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
4.9 rating (14 reviews)
![Chatfield Farms]()
$500Ks
- $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
No reviews yet
![Regency at Wappinger]()
$700Ks
- $800Ks
Regency at Wappinger, Wappingers Falls, NY
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
225 homes
No reviews yet
![The Powder Forest Homes]()
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
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Questions? Call us:
(860) 909-8066
5 rating (1 reviews)
![Newtown Woods]()
$400Ks
- $500Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
No reviews yet
![Beckley Farms]()
$300Ks
- $400Ks
Beckley Farms, Berlin, CT
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
170 homes
No reviews yet
![Regency at Fishkill]()
$500Ks
- $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
No reviews yet
![South Pond Village]()
$200Ks
- $400Ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
No reviews yet
![Fieldstone Village]()
$500Ks
- $800Ks
Fieldstone Village, Orange, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2018
|
142 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet
![North Woods of Colchester]()
$300Ks
- $400Ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
No reviews yet
![Fairview at Oxford Greens]()
$500Ks
- $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
3.5 rating (2 reviews)
![Harvest Pointe]()
$800Ks
- $3Ms
Harvest Pointe, Cutchogue, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
124 homes
No reviews yet
![Newbury Village]()
$400Ks
- $500Ks
Newbury Village, Brookfield, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
120 homes
No reviews yet
![The Gardens of Wilbraham]()
$300Ks
- $400Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
108 homes
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
No reviews yet
![O'Meara Farm]()
$400Ks
- $400Ks
O'Meara Farm, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 1998 - 2005
|
104 homes
No reviews yet
![Liberty at Newtown]()
$300Ks
- $400Ks
Liberty at Newtown, Newtown, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
96 homes
No reviews yet
![Pond Spring Village]()
$300Ks
- $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
No reviews yet
![Founders Village]()
$500Ks
- $500Ks
Founders Village, Southold, NY
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
92 homes
No reviews yet
![Glassbury Court at Cold S...]()
$700Ks
- $700Ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
5 rating (1 reviews)
![Paris Square]()
$400Ks
- $700Ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 homes
No reviews yet
![Castle Heights of Cheshir...]()
$500Ks
- $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 homes
No reviews yet
![Baldwin Station]()
$400Ks
- $400Ks
Baldwin Station, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
82 homes
No reviews yet
![Bartlett Hill]()
$500Ks
- $500Ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 homes
5 rating (2 reviews)
![Benson Woods]()
$400Ks
- $600Ks
Benson Woods, Middlebury, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
79 homes
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
No reviews yet
![Shaker Heights]()
$400Ks
- $500Ks
Shaker Heights, Enfield, CT
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
77 homes
5 rating (3 reviews)
![Founders Ridge]()
$500Ks
- $600Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
No reviews yet
![Long Hill Village]()
$300Ks
- $400Ks
Long Hill Village, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 1997 - 1999
|
71 homes
No reviews yet
![Regency at Woodbridge]()
$500Ks
- $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
No reviews yet
![The Village at Hunt Glen]()
$300Ks
- $300Ks
The Village at Hunt Glen, Granby, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
69 homes
Jefferson Village
![40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,350 sq ft
|Condo
40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 850226 • Coldwell Banker Realty, Mary Anne M....
Heritage Hills
![234 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,427 sq ft
|Condo
234 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 828326 • Keller Williams Rlty Landmark, Maria...
Heritage Hills
![196A HERITAGE HLS # 196A, SOMERS, NY, 10..., Somers, NY 10589]()
2 beds
|2 baths
|1,427 sq ft
|Condo
196A HERITAGE HLS # 196A, SOMERS, NY, 10...
Community: Heritage Hills
MLS 840157 • Julia B Fee Sothebys Int. Rlty, Zebe...
Jefferson Village
![92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|800 sq ft
|Condo
92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,...
Community: Jefferson Village
MLS 855989 • Compass Greater NY, LLC, Daniel McKe...
Heritage Hills
![239 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
239 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 815679 • Coldwell Banker Realty, Debra DeMeli...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Jefferson Village
![156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|850 sq ft
|Condo
156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 823393 • Houlihan Lawrence Inc., Nancy Kenned...
O'Meara Farm
![8 MULBERRY LN # 8, FARMINGTON, CT, 06032, Farmington, CT 06032]()
MLS 24098894 • Berkshire Hathaway NE Prop., Lyle ...
Heritage Village
![128 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
128 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24086942 • Berkshire Hathaway NE Prop., Joan ...
Bartlett Hollow
![39 BARTLETT HOLW # 39, MIDDLETOWN, CT, 0..., Middletown, CT 06457]()
2 beds
|3 baths
|3,147 sq ft
|Condo
39 BARTLETT HOLW # 39, MIDDLETOWN, CT, 0...
Community: Bartlett Hollow
MLS 24100370 • William Raveis Real Estate, Siobha...
Heritage Village
![419 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
419 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24097056 • Joseph Bette REALTORS Inc, Deborah...
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Village
![644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
644 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24088213 • Berkshire Hathaway NE Prop., Kathy...
Meadow Brook Estates
![326 SPRUCE HILL DR # 326, OXFORD, CT, 06..., Oxford, CT 06478]()
2 beds
|3 baths
|1,683 sq ft
|Condo
326 SPRUCE HILL DR # 326, OXFORD, CT, 06...
Community: Meadow Brook Estates
MLS 24081360 • Coldwell Banker Realty, Jay Barone
Rivington
![19 MILL RD # 19, DANBURY, CT, 06810, Danbury, CT 06810]()
MLS 24088160 • RE/MAX One, Shannon Muscara
New
Oronoque Village
![156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,175 sq ft
|Condo
156 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24100780 • William Raveis Real Estate, Joseph...
Heritage Village
![881 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
881 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098891 • Joseph Bette REALTORS Inc, Deborah...
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
New
Heritage Village
![926 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
926 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100579 • Joseph Bette REALTORS Inc, Cynthia...
Rivington
![1022 COUNTRY VIEW RD # 1022, DANBURY, CT..., Danbury, CT 06810]()
2 beds
|2 baths
|1,330 sq ft
|Condo
1022 COUNTRY VIEW RD # 1022, DANBURY, CT...
Community: Rivington
MLS 24093428 • Coldwell Banker Realty, Pamela Dos...
New
Heritage Village
![106 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
106 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101757 • Berkshire Hathaway NE Prop., Jacqu...
Heritage Village
![894 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
894 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085128 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![740 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
740 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092035 • Coldwell Banker Realty, Maryanne B...
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Village
![134 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
134 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100995 • Berkshire Hathaway NE Prop., Miche...
Heritage Village
![1036 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
1036 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24100449 • William Raveis Real Estate, Ruth Z...
Heritage Village
![953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098833 • Realty ONE Group Connect, Paul Duh
New
The Village at Oxford Greens
![89 LINKS WAY # 89, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,008 sq ft
|Condo
89 LINKS WAY # 89, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24100251 • William Pitt Sotheby's Int'l, Tom ...
Founders Ridge
![20 WEBSTER LN # 20, MIDDLETOWN, CT, 0645..., Middletown, CT 06457]()
2 beds
|2 baths
|1,548 sq ft
20 WEBSTER LN # 20, MIDDLETOWN, CT, 0645...
Community: Founders Ridge
MLS 24094628 • William Raveis Real Estate, Britta...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Heritage Village
![1042 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,071 sq ft
|Condo
1042 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24080741 • Berkshire Hathaway NE Prop., Miche...
Park Glen
![15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776]()
2 beds
|4 baths
|2,720 sq ft
|Condo
15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
MLS 24086114 • Coldwell Banker Realty, Bill Hunni...
Heritage Village
![976 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
976 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24096690 • William Pitt Sotheby's Int'l, Lind...
New
Heritage Village
![12 HERITAGE CRST E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,447 sq ft
|Condo
12 HERITAGE CRST E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101373 • William Raveis Real Estate, Kerri ...
New
Oronoque Village
![646 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,434 sq ft
|Condo
646 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24102309 • RE/MAX Right Choice, Alexander Cra...
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Summit at Bethel
![81 GREAT HILL DR # 81, BETHEL, CT, 06801, Bethel, CT 06801]()
3 beds
|3 baths
|2,447 sq ft
|Condo
81 GREAT HILL DR # 81, BETHEL, CT, 06801
Community: The Summit at Bethel
MLS 24087672 • Redfin Corporation, Luke Julius Jo...
Heritage Village
![345 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
345 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098283 • Coldwell Banker Realty, Chris York
Spring Lake Village
![42 VILLAGE RD # 42, SOUTHINGTON, CT, 064..., Southington, CT 06489]()
1 beds
|1 baths
|860 sq ft
|Condo
42 VILLAGE RD # 42, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
MLS 24100001 • Premier Re Group LLC, Maria Esposi...
Spring Lake Village
![472 CARRIAGE DR # 472, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|2 baths
|1,188 sq ft
|Condo
472 CARRIAGE DR # 472, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24099055 • K. Fortuna Realty, Meagan Warnock
South Pond Village
![136 THISTLE POND DR # 136, BLOOMFIELD, C..., Bloomfield, CT 06002]()
2 beds
|3 baths
|1,459 sq ft
|Condo
136 THISTLE POND DR # 136, BLOOMFIELD, C...
Community: South Pond Village
MLS 24100323 • Showcase Realty, Inc., Karrie Shar...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
New
Heritage Village
![29 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
29 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101380 • Berkshire Hathaway NE Prop., Miche...
New
Oronoque Village
![513 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,454 sq ft
|Condo
513 OPA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24101941 • Coldwell Banker Realty, Lauren Fre...
Regency at Woodbridge
![3 HERITAGE LN # 69, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|Condo
3 HERITAGE LN # 69, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24066347 • Thomas Jacovino, Kathy Childs
Regency at Woodbridge
![13 HERITAGE LN # 64, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,239 sq ft
|Condo
13 HERITAGE LN # 64, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24096886 • Thomas Jacovino, Jessica Alburquer...
Regency at Woodbridge
![15 HERITAGE LN # 63, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,486 sq ft
|Condo
15 HERITAGE LN # 63, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24096880 • Thomas Jacovino, Jessica Alburquer...
Frequently Asked Questions
In Winsted, there is 1 small community with less than 500 homes.
The smallest 55+ community in Winsted has 38 homes, the largest has 38 homes, and the average community consists of 38 homes.
No, there are no gated 55+ communities in Winsted.
Want more information about active adult communities around Winsted?
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